Diisopropylethylamine → HCID 71288384, compound

Participants

Reaction Steps

A 10 ml round-bottomed flask was charged with 2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (100 mg, 0.23 mmol) and (S)-1-(3-trifluoromethoxy-phenyl)-ethylamine hydrochloride (155 mg, 0.45 mmol). DMF (1.1 ml) was added followed by N,N-diisopropylethylamine (0.28 ml, 1.6 mmol) and HATU (95 mg, 0.25 mmol). The yellow reaction mixture was stirred at room temperature overnight then water and petroleum ether were added. The resulting off-white precipitate was collected by filtration. The filter cake was washed with water and petroleum ether then dried under high vacuum to afford 126 mg (89%) of 2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(S)-1-(3-trifluoromethoxy-phenyl)-ethyl]-amide as an off-white powder.

Provenance & Evidence